(1R,2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-1-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol

Base Information

• Chemical Name: (1R,2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-1-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol
• CAS No.: 137788-17-1
• Molecular Formula: C₅₁H₇₁NO₇Si
• Molecular Weight: 838.213

Synonyms:(1R,2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-1-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol

Chemical Property of (1R,2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-1-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-1-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol

There total 16 articles about (1R,2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-1-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 17.5%

(E)-(2S,4S,5R,6S,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-1-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,5,10-trimethoxy-2,6,8-trimethyl-dodeca-7,11-dien-1-one (145798-87-4) → (1R,2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-1-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol (137788-17-1) + (1S,2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-1-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol (137822-30-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at -78 ℃; for 25h;

DOI:10.1016/S0040-4039(00)79452-4

Reference yield:

3-bromo-2,5-dimethoxyaniline (115929-62-9) → (1R,2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-1-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol (137788-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / NEt₃ / CH₂Cl₂ / 24 h / Ambient temperature

2: 1.) butyllithium / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) THF, -78 deg C, 2 h

With n-butyllithium; triethylamine; In dichloromethane;

DOI:10.1246/bcsj.65.2974

Reference yield:

(2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol (145798-86-3) → (1R,2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-1-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadien-1-ol (137788-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / oxalyl dichloride, DMSO / CH₂Cl₂ / 0.25 h / -78 °C

2: 1.) butyllithium / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) THF, -78 deg C, 2 h

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In dichloromethane;

DOI:10.1246/bcsj.65.2974

upstream raw materials:

(2S,4S,5R,6S,7E,9S,10S)-9-<(t-butyldimethylsilyl)oxy>-4,5,10-trimethoxy-2,6,8-trimethyl-7,11-dodecadienal

N-(triphenylmethyl)-3-bromo-2,5-dimethoxyaniline

(E)-(2S,4S,5R,6S,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-1-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,5,10-trimethoxy-2,6,8-trimethyl-dodeca-7,11-dien-1-one

3-bromo-2,5-dimethoxyaniline

Downstream raw materials:

(E)-(2R,3S,6S,7R,8S,10S,11R)-3-(tert-Butyl-dimethyl-silanyloxy)-11-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-2,7,8,11-tetramethoxy-4,6,10-trimethyl-undec-4-enal

(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dien-1-ol

(2Z,6E)-(4S,5S,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[2,5-dimethoxy-3-(trityl-amino)-phenyl]-4,9,10,13-tetramethoxy-6,8,12-trimethyl-trideca-2,6-dienal

methyl (2Z,4S,5S,6E,8S,9R,10S,12S,13R)-5-<(t-butyldimethylsilyl)oxy>-13-<2,5-dimethoxy-3-<(triphenylmethyl)amino>phenyl>-4,9,10,13-tetramethoxy-6,8,12-trimethyl-2,6-tridecadienoate

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